Reduction of semipolar sulphur linkages with carbodithioic acids and addition of carbodithioic acids to olefins

Ōae, Shigeru; Yagihara, T.; Okabe, T.

doi:10.1016/s0040-4020(01)93661-0

Cited by 99 publications

(64 citation statements)

References 13 publications

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“…[44,116,117] This procedure has been used to prepare cumyl dithiobenzoate (Scheme 10). [9,14] unfortunately give Michael-like addition (sulfur at unsubstituted position).…”

Section: Synthesis Of Raft Agentsmentioning

confidence: 99%

Living Radical Polymerization by the RAFT Process

Moad¹,

Rizzardo²,

Thang³

2005

Aust. J. Chem.

2,146

1,894

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This paper presents a review of living radical polymerization achieved with thiocarbonylthio compounds [ZC( S)SR] by a mechanism of reversible addition-fragmentation chain transfer (RAFT). Since we first introduced the technique in 1998, the number of papers and patents on the RAFT process has increased exponentially as the technique has proved to be one of the most versatile for the provision of polymers of well defined architecture. The factors influencing the effectiveness of RAFT agents and outcome of RAFT polymerization are detailed. With this insight, guidelines are presented on how to conduct RAFT and choose RAFT agents to achieve particular structures. A survey is provided of the current scope and applications of the RAFT process in the synthesis of well defined homo-, gradient, diblock, triblock, and star polymers, as well as more complex architectures including microgels and polymer brushes.

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“…[44,116,117] This procedure has been used to prepare cumyl dithiobenzoate (Scheme 10). [9,14] unfortunately give Michael-like addition (sulfur at unsubstituted position).…”

Section: Synthesis Of Raft Agentsmentioning

confidence: 99%

Living Radical Polymerization by the RAFT Process

Moad¹,

Rizzardo²,

Thang³

2005

Aust. J. Chem.

2,146

1,894

View full text Add to dashboard Cite

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“…2,2'‐Azoisobutyronitrile (AIBN, Fluka, 98%) was purified by recrystallization from methanol. The RAFT agent cumyl dithiobenzoate (CDB) was prepared according to the procedure described elsewhere 20…”

Section: Experimental Partmentioning

confidence: 99%

An Optimized RGD‐Decorated Micellar Drug Delivery System for Albendazole for the Treatment of Ovarian Cancer: From RAFT Polymer Synthesis to Cellular Uptake

Kim

Pourgholami

Morris

et al. 2010

Macromolecular Bioscience

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Block copolymers were prepared via RAFT polymerization with P(PEGMEMA) as the hydrophilic block to form micelles for the controlled delivery of ABZ. The group contribution method was used to estimate the partial solubility parameters for ABZ and various polymers as potential core-forming block to achieve optimum compatibility. Different ratios between MMA and LMA, a non-compatible monomer, were prepared. Cytotoxicity tests revealed a high toxicity of the ABZ-loaded micelle resulting in 80% cell deaths at a micelle concentration of 10 µg · mL(-1) . Cellular uptake of micelles has been studied using fluorescently labeled micelles, showing that a large fraction of micelles is readily taken up by OVCAR-3 cells. RGD-conjugated micelles were prepared and showed an increased cellular uptake.

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“…The RAFT agent cumyl dithiobenzoate (CDB) was prepared using the method of Oae et al [26] using n-hexane as the solvent. The purity of the RAFT agent was close to 99% as verified by 1 H NMR analysis.…”

Section: Experimental Partmentioning

confidence: 99%

Reversible addition fragmentation chain transfer (RAFT) polymerization of styrene in fluid CO2

et al. 2004

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Reversible addition fragmentation chain transfer (RAFT) polymerizations of styrene in fluid CO 2 have been carried out at 80°C and 300 bar using cumyl dithiobenzoate as the controlling agent in the concentration range of 3.5·10 -3 to 2.1·10 -2 mol/L. This is the first report on RAFT polymerization in fluid CO 2 . The polymerization rates were retarded depending on the employed RAFT agent concentration with no significant difference between the RAFT polymerization performed in fluid CO 2 and in toluene. Full chain length distributions were analyzed with respect to peak molecular weights, indicating the successful control of radical polymerization in fluid CO 2 . A characterization of the peak widths may suggest a minor influence of fluid CO 2 on the addition reaction of macroradicals on the dithiobenzoate group.

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Reduction of semipolar sulphur linkages with carbodithioic acids and addition of carbodithioic acids to olefins

Cited by 99 publications

References 13 publications

Living Radical Polymerization by the RAFT Process

Living Radical Polymerization by the RAFT Process

An Optimized RGD‐Decorated Micellar Drug Delivery System for Albendazole for the Treatment of Ovarian Cancer: From RAFT Polymer Synthesis to Cellular Uptake

Reversible addition fragmentation chain transfer (RAFT) polymerization of styrene in fluid CO2

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